Reactivity prediction in aza-Michael additions without transition state calculations: The Ames test for mutagenicity

Townsend, Piers A.; Grayson, Matthew N.

Abstract

Animal testing remains a contentious ethical issue in predictive toxicology. Thus, a fast, versatile, low-cost quantum chemical model is presented for predicting the risk of Ames mutagenicity in a series of 1,4 Michael acceptor type compounds. This framework eliminates the need for transition state calculations, and uses an intermediate structure to probe the reactivity of aza-Michael acceptors. This model can be used in a variety of settings e.g., the design of targeted covalent inhibitors and polyketide biosyntheses.

• Journal Article Type: Article
• Acceptance Date: Oct 7, 2020
• Online Publication Date: Oct 8, 2020
• Publication Date: Nov 14, 2020
• Deposit Date: Sep 5, 2022
• Publicly Available Date: Sep 6, 2022
• Journal: Chemical Communications
• Print ISSN: 1359-7345
• Electronic ISSN: 1364-548X
• Publisher: Royal Society of Chemistry
• Peer Reviewed: Peer Reviewed
• Volume: 56
• Issue: 88
• Pages: 13661-13664
• DOI: https://doi.org/10.1039/d0cc05681b
• Keywords: Materials Chemistry; Metals and Alloys; Surfaces, Coatings and Films; General Chemistry; Ceramics and Composites; Electronic, Optical and Magnetic Materials; Catalysis
• Public URL: https://uwe-repository.worktribe.com/output/9948890
• Publisher URL: https://pubs.rsc.org/en/content/articlelanding/2020/CC/D0CC05681B